4-Chloro-2-toluidine → 1-(4-Chloro-o-tolyl)piperazine

HRID 1840305Notes

Reaction equation

HRID 1840305 reaction equation
F[C:2]1[CH:7]=[CH:6][C:5]([N:8]2[CH2:13][CH2:12][N:11](CCCNC(C3C(C4C=CC=CC=4)=NOC=3C)=O)[CH2:10][CH2:9]2)=[C:4]([CH3:32])[CH:3]=1.[Cl:33]C1C=CC(N)=C(C)C=1>>[Cl:33][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[CH2:13][CH2:12][NH:11][CH2:10][CH2:9]2)=[C:4]([CH3:32])[CH:3]=1

Participants

3

Reactant 2

HCID 72514-Chloro-2-toluidineHCID 9889243HCID 9889243, compound

Product 1

HCID 1008521-(4-Chloro-o-tolyl)piperazineYield 73%

Procedure

The title compound was prepared following the method described for the Compound 31A of Example 31 but starting from 4-chloro-2-methylaniline instead of 4-fluoro-2-methylaniline. Purification by flash chromatography (chloroform-2N ammonia in methanol 100:3 to 100:5) afforded the title compound (73%) as an oil.

Workup

  1. customThe title compound was prepared
  2. customPurification by flash chromatography (chloroform-2N ammonia in methanol 100:3 to 100:5)

Sources & evidence

ORD record
ord-c406b5704d7e4d37b39e85ace277aec4
Source dataset
uspto-grants-2004_01
Patent number
US06680319B2

Reaction notes

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